1-(Methoxycarbonyl)indoline-5-sulfonyl chloride → 5-Chloro-3-(2-chlorophenyl)-1,3-dihydro-1-[[1-(methoxycarbonyl)indolin-5-yl]sulfonyl]-3-[(3-methoxypropyl)amino]indol-2-one

HRID 965588Notes

Reaction equation

HRID 965588 reaction equation
[Cl:1][C:2]1[CH:3]=[C:4]2[C:8](=[CH:9][CH:10]=1)[NH:7][C:6](=[O:11])[C:5]2([C:18]1[CH:23]=[CH:22][CH:21]=[CH:20][C:19]=1[Cl:24])[NH:12][CH2:13][CH2:14][CH2:15][O:16][CH3:17].[CH3:25][O:26][C:27]([N:29]1[C:37]2[C:32](=[CH:33][C:34]([S:38](Cl)(=[O:40])=[O:39])=[CH:35][CH:36]=2)[CH2:31][CH2:30]1)=[O:28]>>[Cl:1][C:2]1[CH:3]=[C:4]2[C:8](=[CH:9][CH:10]=1)[N:7]([S:38]([C:34]1[CH:33]=[C:32]3[C:37](=[CH:36][CH:35]=1)[N:29]([C:27]([O:26][CH3:25])=[O:28])[CH2:30][CH2:31]3)(=[O:39])=[O:40])[C:6](=[O:11])[C:5]2([C:18]1[CH:23]=[CH:22][CH:21]=[CH:20][C:19]=1[Cl:24])[NH:12][CH2:13][CH2:14][CH2:15][O:16][CH3:17]

Participants

3

Reactant 2

HCID 190764011-(Methoxycarbonyl)indoline-5-sulfonyl chlorideHCID 190766065-Chloro-3-(2-chlorophenyl)-1,3-dihydro-3-[(3-methoxypropyl)amino]indol-2-one

Product 1

HCID 190765375-Chloro-3-(2-chlorophenyl)-1,3-dihydro-1-[[1-(methoxycarbonyl)indolin-5-yl]sulfonyl]-3-[(3-methoxypropyl)amino]indol-2-oneYield 69.8%

Procedure

This compound is prepared according to the procedure described in EXAMPLE 222 from 1.3 g of 5-chloro-3-(2-chlorophenyl)-1,3-dihydro-3-[(3-methoxypropyl)amino]indol-2-one and 0.980 g of 1-(methoxycarbonyl)-indoline-5-sulfonyl chloride. 1.5 g of the expected product are obtained after crystallization from a DCM/ iso ether/hexane mixture. M.p.=98° C.

Workup

  1. customThis compound is prepared

Sources & evidence

ORD record
ord-395ae70f262c4b01a34cc268960fc323
Source dataset
uspto-grants-1998_06
Patent number
US05773612

Reaction notes

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